Doggy Day Care in Winfield Woods

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winfield Woods doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: James & Mary H.
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James & Mary H.
Star Sitter
from
$40
per day
5.0 out of 5 stars
204 reviews
59 repeat clients
50 years of experience
Eldersburg, MD, 21784

Maverick already loves his “grandparents” so much. We really appreciated the updates and pictures. He only did a day care day so far, but he was exhausted from his great day. We knew he was in great hands and are happy to have caring sitters for the future!

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Madison Y.
Sitter Profile Image: Lydia B.
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Lydia B.
from
$28
per day
5.0 out of 5 stars
16 reviews
3 repeat clients
20 years of experience
Eldersburg, MD, 21784

Lydia Is an awesome sitter! My dog Bennett absolutely thrives there, she takes him on little adventures he plays outside it’s wonderful! I would highly recommend her! She also sends pictures all the time which I adore!

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Kaitlyn D.
Sitter Profile Image: Lora M.
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Lora M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
115 reviews
29 repeat clients
22 years of experience
Finksburg, MD, 21048

Lora is such a great sitter, so responsive and knows my dog well. She’s got a great location and even on days where she’s busy she’s often got a helping hand to make sure all dogs are taken care of

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Cedric G.
Sitter Profile Image: Lonnie P.
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Lonnie P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
51 reviews
11 repeat clients
50 years of experience
Finksburg, MD, 21048

Lonnie was great! He was so good with our dogs and I felt so comfortable leaving them with him knowing they were in good hands! They had so much fun and didn't even want to leave. We couldn't ask for anyone better for our dogs!

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Caitlyn B.
Sitter Profile Image: Rodney & Marissa O.
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Rodney & Marissa O.
from
$35
per day
5.0 out of 5 stars
424 reviews
217 repeat clients
10 years of experience
Randallstown, MD, 21133

Rodney was great! He listened to my concerns and additional info I provided on my furbaby and put me at ease. My furbaby came home that evening and was tired from all the fun she had. Would definitely recommend.

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Melina T.
Sitter Profile Image: Amber B.
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Amber B.
from
$40
per day
5.0 out of 5 stars
78 reviews
31 repeat clients
9 years of experience
Sykesville, MD, 21784

Amber and her family took wonderful care of Oreo, our Boston Terrier. You can tell they truly love dogs, and their kids absolutely adored him. It gave us great peace of mind knowing he was in such a caring and welcoming home. We’re very grateful for the attention and love they showed Oreo and would gladly recommend Amber to anyone looking for a reliable and kind dog sitter.

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Tony B.
Sitter Profile Image: Jolene F.
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Jolene F.
Star Sitter
from
$30
per day
5.0 out of 5 stars
64 reviews
16 repeat clients
35 years of experience
New Windsor, MD, 21776

This was our first time leaving little Bear with Jolene. She made everything so easy for us and made us feel very comfortable. Our little guy seemed to be in great hands with her. We feel lucky to have found her and would love to have Bear stay with her in the future.

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Dean & Doreen F.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
23 reviews
12 repeat clients
35 years of experience
Randallstown, MD, 21133

Kimberly is ALWAYS wonderfully kind and gentle with my fur baby! She is the best!

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Pamela J.
Sitter Profile Image: Rosario R.
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Rosario R.
from
$35
per day
5.0 out of 5 stars
1 review
5 years of experience
Westminster, MD, 21158

About: I have a deep love for all animals and years of experience caring for them. I am a proud owner of a cat, a ferret, and a budgie, so I am very comfortable with both common and exotic pets. I am responsible, attentive to detail, and I will make sure your pet feels safe and loved while you are away. I offer personalized care tailored to your pet's specific needs and routine. "I am currently at home full-time, which means I have all the time in the world to dedicate to your pets! I can provide constant supervision, plenty of playtime, and frequent potty breaks. My schedule is very flexible, so I can easily adapt to your pet's specific routine and needs at any time of the day. Your pets will be treated like family here—they are more than welcome to cuddle on the sofa with me or even sleep on the bed if that's what they’re used to at home!" "I provide a very safe and calm environment for all my pets. I am home most of the day, so I can offer constant supervision and care. I’m very attentive to their needs, ensuring they are always comfortable, safe, and treated like part of the family in a clean and peaceful home."

Sitter Profile Image: Auana M.
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Auana M.
Star Sitter
from
$50
per day
4.9 out of 5 stars
14 reviews
2 repeat clients
20 years of experience
West Friendship, MD, 21794

I highly recommend Auana as she is expertly took care of my pup while I was at work. She made sure to ask all the right questions to provide the right care. Norbert and I both were impressed with communication and attention during his stay. Thanks again!

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Tony S.
Sitter Profile Image: Megan B.
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Megan B.
from
$40
per day
5.0 out of 5 stars
32 reviews
5 repeat clients
7 years of experience
Sykesville, MD, 21784

Megan was so helpful and welcoming, she has a great space for dogs and a wonderful family. She was very attentive to what my dog needed and always gave updates throughout the day. I’ll definitely be coming back so my dog can have fun with her and her family

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Cedric G.
Sitter Profile Image: Dan L.
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Dan L.
Star Sitter
from
$50
per day
5.0 out of 5 stars
52 reviews
33 repeat clients
10 years of experience
Monrovia, MD, 21770

Layla has been coming to Dan’s for a few weeks now. She comes home happy and tired! He is easy to communicate with and his outdoor space is giant. Plenty of space to run around. I recommend!

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Lauren K.
Sitter Profile Image: Alaina C.
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Alaina C.
from
$37
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Mount Airy, MD, 21771

About: I’ve been both cat and dog sitting independently since middle school, and I thought Rover would be a great opportunity while I’m in still in college! I am currently a full-time online student so I’m available to take care of you pets anytime! I have a very open availability and can most likely make anything work! I have two dogs of my own who love meeting new friends, and a very safe fenced in backyard with more than enough room to run! As for your home, I can work with anything!

Sitter Profile Image: Lingli Y.
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Lingli Y.
Star Sitter
from
$35
per day
5.0 out of 5 stars
143 reviews
71 repeat clients
15 years of experience
Inner Harbor, Ellicott City, MD, 21043

I can’t say enough good things about the care my Duchess received from Lingli!! From the moment we arrived, I felt completely at ease. She was so kind and welcoming, and I truly appreciated the daily photo updates—it made being away from Duchess so much easier. Lingli's patience and flexibility, especially with my changing schedule due to meetings, meant the world to me. It’s rare to find someone who is both professional and genuinely loving toward pets, but she’s exactly that. Highly recommend!

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Tammi F.
Sitter Profile Image: Kaitlynn H.
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Kaitlynn H.
from
$35
per day
5.0 out of 5 stars
1 review
20 years of experience
Westminster, MD, 21157

About: Loving, Experienced Pet Care You Can Trust! With a lifetime of experience around animals, 2 years as a professional dog groomer, and two happy pups of my own, I provide compassionate and reliable care for your furry family members. Whether it's walks, grooming, or just quality time, your pet will feel right at home. As a mom of two animal-loving kids, caring for pets is naturally woven into our daily routine. Whether we’re out for a walk, heading to the park, or spending quiet time at home, animals are always part of the mix. My flexible schedule allows me to give pets the time, attention, and care they deserve—just like family. With us, your pet becomes part of an active, loving environment where they’re never just a task on a to-do list—they're a priority. I care for pets in my client's home the same way I care for my own—by being intentional, flexible, and tuned into their needs. I plan their day around the weather and our household routine to make sure they get the right balance of exercise, rest, and attention. For example, if I know we’ll be out for dinner, I make sure my puppy gets plenty of playtime earlier in the day so he’s relaxed and ready to rest while we’re away. On hot days, I shift our schedule to enjoy cooler morning hours outside before the heat sets in. Every pet in my care is treated like family, with thoughtful adjustments made to keep them comfortable, safe, and happy.

Sitter Profile Image: Terry R. S.
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Terry R. S.
Star Sitter
from
$39
per day
5.0 out of 5 stars
286 reviews
56 repeat clients
20 years of experience
Woodstock, MD, 21163

Terry is great! He immediately took to our hyper, stubborn, overly affectionate pittie on our meet and greet day! He took the time to learn all her intricacies so that he could watch her for a day while I through a

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Kylie M.
Sitter Profile Image: Mandy W.
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Mandy W.
from
$40
per day
4.8 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
Westminster, MD, 21157

Mandy was great! She was able to accommodate me on short notice. My dogs came home exhausted.

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Jessica P.
Sitter Profile Image: Ebony M.
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Ebony M.
from
$30
per day
5.0 out of 5 stars
25 reviews
9 repeat clients
14 years of experience
Reisterstown, MD, 21136

Ebony is amazing with dogs. My dog Odin always has a great time, gets lots of attention, and comes home happy. She has a big yard for playing as well. Very highly recommended!

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Zach S.
Sitter Profile Image: Joshua & Jennifer M.
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Joshua & Jennifer M.
from
$50
per day
4.7 out of 5 stars
16 reviews
6 repeat clients
8 years of experience
Glenwood, MD, 21738

Joshua and his girlfriend were so accommodating with my last minute (day before) request. My dog was calm and content when I picked him up both days- a great indicator to me that he had an stress-free time with Joshua. Definitely recommend and would use his services again!

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Caitlin R.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$65
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
3 years of experience
mount airy, MD, 21771

Hannah has done an excellent job providing care for our puppy. Will definitely book again soon

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Kamal B.
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Winfield Woods dog parents share their Rover experiences

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5.0 out of 5 stars

Navetta was great with our beagle. She showed great care and took him on several walks during his day care stay. Communication was great. Would recommend and use Navetta again.

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Jonathan P.
Doggy Day Care
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The median cost per day for doggy day care in Winfield Woods is $40

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Sitters in Winfield Woods average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winfield Woods on Rover as of Jun 2026 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winfield Woods doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 3,428 sitters provided doggy day care in Winfield Woods. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Winfield Woods sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winfield Woods have an average of 15 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winfield Woods.

Winfield Woods doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winfield Woods sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 3,428 sitters offering doggy day care in Winfield Woods on Rover, so you’re sure to find the perfect match for your dog! In Winfield Woods, 94% of sitters offer daily exercise, 95% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.